[({[5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

• ChemBase ID: 127628
• Molecular Formular: C10H15N5O11P2
• Molecular Mass: 443.200522
• Monoisotopic Mass: 443.02432959
• SMILES: c1nc2c(n1C1C(C(C(O1)COP(=O)(O)OP(=O)(O)O)O)O)[nH]c(nc2=O)N
• Canonical SMILES: OC1C(COP(=O)(OP(=O)(O)O)O)OC(C1O)n1cnc2c1[nH]c(N)nc2=O
• InChI: InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)
• InChIKey: QGWNDRXFNXRZMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: guanosine diphosphate
• Synonyms: Guanosine diphosphate

Database IDs

• CAS Number: 146-91-8
• PubChem SID: 162221946
• PubChem CID: 730
• CHEBI ID: 17552
• CHEMBL: 384759
• Chemspider ID: 8630
• IUPHAR ligand ID: 2410
• Wikipedia Title: Guanosine_diphosphate

CALCULATED PROPERTIES

• Acid pKa: 1.7097794
• H Acceptors: 13
• H Donor: 7
• LogD (pH = 5.5): -7.138334
• LogD (pH = 7.4): -7.863512
• Log P: -3.724545
• Molar Refractivity: 85.9335 cm^3
• Polarizability: 33.896835 Å^3
• Polar Surface Area: 248.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false